Browse Cross Dressing Movies
- 1970
When the Mad Aunts Arrive
When the Mad Aunts Arrive4.21970HD
- 1952
Where's Charley?
Where's Charley?01952HD
Musical version of the comedy, "Charley's Aunt," by Brandon Thomas. As part of a simple enough ruse, a Cambridge student poses as his aunt but his sch...
- 1914
A Florida Enchantment
A Florida Enchantment4.71914HD
Lillian Travers, a New York heiress, pops down to Florida to surprise her fiancé, Fred Cassadene, the house doctor at a prominent Saint Augustine hote...
- 1943
Clancy Street Boys
Clancy Street Boys7.31943HD
Muggs' rich Uncle Pete is coming to visit. Unfortunately, Muggs' late father had bragged that he had seven kids, so Muggs recruits the members of the...
- 1955
Twelfth Night
Twelfth Night4.41955HD
Shakespeare's comedy of gender confusion, in which a girl disguises herself as a man to be near the count she adores, only to be pursued by the woman...
- 1934
Come On, Marines!
Come On, Marines!51934HD
"Lucky" Davis, a ladies-man and a devil-may-care U. S. Marine Sergeant, is leading a Marine-squadron on an expedition through a Phillipine jungle wher...
- 2005
Sirenito
Sirenito52005HD
Parental fears reach an early boil when five-year-old Saúl announces that he wants to dress up as a little Siren for the school's fancy dress party.
- 1974
Naked Weekend
Naked Weekend5.51974HD
Angustias, a hotel maid, and Rodolfo, play boy who will spend a few days in that hotel with Octavia, witness how a wealthy lady, seeking to steal her...
- 1918
Know Thy Wife
Know Thy Wife4.81918HD
Rather than telling his parents, who have another girl picked out for him, Bob brings home his new wife disguised as his friend "Steve."
- 2019
Dad Is Pretty
Dad Is Pretty62019HD
Duk-jae is being overlooked at his marketing job and sublimates his unhappiness by getting drunk after work. His boss tells him he’ll be fired if he d...
- 1939
Old Mother Riley, MP
Old Mother Riley, MP51939HD
Old Mother Riley loses her laundry job and then battles her ex-boss in a parliamentary election.
- 1930
Charley's Aunt
Charley's Aunt51930HD
A student is pressured into pretending to be a classmate's Aunt so he can act as a false chaperone.
- 2014
Tonight It's Me
Tonight It's Me62014HD
A hot young hustler finds himself in uncharted waters when he spends the night with a client who's far from the "johns" he's used to servicing.
- 1970
Caught in the Can
Caught in the Can01970HD
Low budget softcore farce where two men cross-dress to go into a women's prison.
- 2023
Miss Shen and the Woman Warlord
Miss Shen and the Woman Warlord02023HD
A general is instructed to impersonate Song Yuan and infiltrate the Shen household to intercept military intelligence. In order to do this, she must a...
- 2011
The Rebellion of Red Maria
The Rebellion of Red Maria5.12011HD
In a city - with heavy metal music haunting the heroes and the voice of Maria Callas being heard, an aged man, ex-terrorist, who dresses like a woman,...
- 1911
Billy and His Pal
Billy and His Pal51911HD
Billy and His Pal, released on February 16, 1911, is about a cowboy, Jim (Francis Ford),who is idolised by young Billy (actress Edith Storey in drag)...
- 2000
Cinderella: The ITV Pantomime
Cinderella: The ITV Pantomime82000HD
A televised pantomime of Cinderella featuring various celebrities.
- 1993
The Scary Movie
The Scary Movie6.61993HD
Martina and Sonja, cross-dress in vampire capes and werewolf claws, re-enacting familiar horror tropes. A corresponding soundtrack of stock screams an...
- 1992
Rebecca's Daughters
Rebecca's Daughters61992HD
Young aristocrat Anthony Raine returns home from India to find the farmers of Pembrokeshire protesting about the rates of a tollgate run by The Whitma...